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Curable Silicone Composition, And Semiconductor Sealing Material And Optical Semiconductor Device Using The Same

a technology of silicone composition and optical semiconductor, which is applied in the direction of luminescent composition, coating, chemical instruments and processes, etc., can solve the problems of low refractive index, low transparency, and reduced mechanical characteristics and heat resistance of cured products, and achieve high refractive index, high transparency, and high refractive index

Inactive Publication Date: 2015-09-10
DOW CORNING TORAY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a curable silicone that contains metal oxide microparticles with a high refractive index and can form a cured product with a high refractive index, high transparency, excellent heat resistance, and low water vapor permeability when cured by a hydrosilylation reaction. Additionally, this invention provides a cured product with a high refractive index, high transparency, excellent heat resistance, and low water vapor permeability. The invention also provides a highly reliable optical semiconductor device using this curable silicone composition.

Problems solved by technology

However, such organopolysiloxanes do not form cured products with a high refractive index, high transparency, or excellent heat resistance as a result of a hydrosilylation reaction.
However, such an organopolysiloxane has the problem that the cured product typically becomes hard and brittle as the refractive index of the cured product is increased, and the mechanical characteristics and heat resistance of the cured product are diminished as a result.
However, since metal oxide microparticles have high surface hydrophilicity in the untreated state, the microparticles may aggregate and cause poor dispersion of other hydrophobic resins or the like into the matrix.
In particular, metal oxide microparticles having a high refractive index and a particle size so small that light scattering can be ignored are useful for obtaining optical materials with a high refractive index, but it is difficult to finely and stably disperse these optical fine members into silicone resins with high hydrophobicity.
However, known surface treatment agents for optical materials do not comprise a specific functional group bonded to silicon and a siloxane portion, and the surface treatment performance thereof is not satisfactory.

Method used

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  • Curable Silicone Composition, And Semiconductor Sealing Material And Optical Semiconductor Device Using The Same
  • Curable Silicone Composition, And Semiconductor Sealing Material And Optical Semiconductor Device Using The Same
  • Curable Silicone Composition, And Semiconductor Sealing Material And Optical Semiconductor Device Using The Same

Examples

Experimental program
Comparison scheme
Effect test

examples

[0160]The curable silicone composition, cured product, and optical semiconductor device of the present invention will be described in detail hereinafter using examples. In the compositions described below, Vi represents a vinyl group, Me represents a methyl group, Ph represents a phenyl group, and Np represents a naphthyl group. The refractive index was measured at 25° C. and 590 nm for liquid products and at 25° C. and 633 nm for cured products. The transmittance indicates the transmittance of light with a wavelength of 580 nm at a thickness of 10 μm. The end points of the reactions in the synthesis examples were confirmed by collecting part of the sample and confirming the consumption of reactive functional groups by infrared spectrophotometry (hereafter called “IR analysis”).

[0161]In the dispersion of the metal oxide microparticles, the definition of the average particle size is as follows.

[0162]The average particle size of the metal oxide microparticles in the dispersion is the ...

synthesis examples

[0163]First, 450 g (125.5 millimoles) of a phenylmethylpolysiloxane capped at both terminals with vinyl dimethylsiloxane groups represented by the average structural formula: ViMe2Si(OSiMePh)25OSiMe2Vi was mixed with a complex of platinum and 1,3-divinyltetramethyldisiloxane in an amount so that the platinum metal content was 2 ppm with respect to the total amount of the reaction mixture. After the mixture was heated to 90° C., 35.4 g (125.5 millimoles) of a compound represented by the average structural formula: HMe2SiOSiMe2C2H4Si(OMe)3 was dripped into the mixture. After the mixture was stirred for one hour at 100° C., part of the mixture was sampled and subjected to IR analysis, revealing that the SiH groups were completely consumed. The low boiling point substances were removed by heating under reduced pressure to obtain 483 g of a silethylene silicone with the following average structure (surface treatment agent No. 1) as a clear, colorless liquid (yield: 99.5%). Formula:

[0164]...

examples 1 to 3

, Comparative Examples 1 to 3

Evaluation of the Curable Organopolysiloxane Composition and the Cured Product

[0168]With the compositions illustrated in Table 1, dispersion 1 of barium titanate in an amount so that the barium titanate content was a prescribed amount, a vinyl functional polyorganosiloxane, and an SiH functional polyorganosiloxane were mixed. Next, a 1,3-divinyltetramethyl disiloxane platinum complex was mixed at an amount in which the platinum metal was 2 ppm with respect to the solid content in weight units so as to prepare a solution of a curable organopolysiloxane composition.

[0169]This solution of the curable organopolysiloxane was dripped onto a glass plate and dried for one hour at 70° C. After the solvent was removed, the mixture was heated for 2 hours at 150° C. to obtain a cured product.

[0170]The makeup of the cured organopolysiloxane compositions and the evaluation results of the cured products are shown in Table 1. The SiH / Vi ratio in the table represents the...

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Abstract

A curable silicone composition comprising: an organopolysiloxane represented by the average unit formula: (R13—SiO1 / 2)a(R12SiO2 / 2)b(R2SiO3 / 2)c(SiO4 / 2)d (wherein the R1 moieties are alkyl groups, alkenyl groups, phenyl groups, or hydrogen atoms; the R2 moieties are groups represented by R1, condensed polycyclic aromatic groups, or groups including a condensed polycyclic aromatic group, provided that at least one of the R1 and R2 moieties in the molecule is an alkenyl group or hydrogen atom and at least one R2 moiety in the molecule is a condensed polycyclic aromatic group or a group having a condensed polycyclic aromatic group; and a, b, c, and d are numbers satisfying the relationship: 0.01≦a≦0.8, 0≦b≦0.5, 0.2≦c≦0.9, 0≦d<0.2, and a+b+c+d=1); and metal oxide microparticles with an average particle size of at most 500 nm and a refractive index of at least 1.55.

Description

TECHNICAL FIELD[0001]A Priority is claimed on Japanese Patent Application No. 2012-208699 filed on September 21, the content of which are incorporated herein by reference.[0002]The present invention relates to a curable silicone which yields a cured product with excellent transparency and high refringency and a semiconductor sealing material and optical semiconductor device using the same.BACKGROUND ART[0003]Curable silicone compositions are used as sealants for LEDs, raw materials for lenses, and the like due to their excellence in transparency and heat resistance. In order to increase the refractive index of a cured product, an aryl group such as a phenyl group or a naphthyl group is typically introduced into an organopolysiloxane serving as a structural component. For example, organopolysiloxanes having a condensed polycyclic aromatic group such as a naphthyl group, an anthracenyl group, or a phenanthryl group as a T unit—that is, as R in a siloxane represented by the general for...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C09D183/04C08K9/06
CPCC09D183/04C08K2003/2237C08K9/06C08L83/04C08K3/22C08K5/56C08L83/00
Inventor OKAWA, TADASHIKOJIMA, KAZUHIKOFURUKAWA, HARUHIKO
Owner DOW CORNING TORAY CO LTD
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